data_A1IH4
# 
_chem_comp.id                                    A1IH4 
_chem_comp.name                                  beta-L-fucopyranosyl-1H-indole-6-carboxamide 
_chem_comp.type                                  "L-saccharide, beta linking" 
_chem_comp.pdbx_type                             ATOMS 
_chem_comp.formula                               "C15 H18 N2 O5" 
_chem_comp.mon_nstd_parent_comp_id               A1JAQ 
_chem_comp.pdbx_synonyms                         "N-[(2S,3S,4R,5S,6S)-6-methyl-3,4,5-tris(oxidanyl)oxan-2-yl]-1H-indole-5-carboxamide" 
_chem_comp.pdbx_formal_charge                    0 
_chem_comp.pdbx_initial_date                     2024-07-12 
_chem_comp.pdbx_modified_date                    2025-04-11 
_chem_comp.pdbx_ambiguous_flag                   N 
_chem_comp.pdbx_release_status                   REL 
_chem_comp.pdbx_replaced_by                      ? 
_chem_comp.pdbx_replaces                         ? 
_chem_comp.formula_weight                        306.314 
_chem_comp.one_letter_code                       ? 
_chem_comp.three_letter_code                     A1IH4 
_chem_comp.pdbx_model_coordinates_details        ? 
_chem_comp.pdbx_model_coordinates_missing_flag   N 
_chem_comp.pdbx_ideal_coordinates_details        Corina 
_chem_comp.pdbx_ideal_coordinates_missing_flag   N 
_chem_comp.pdbx_model_coordinates_db_code        9G3L 
_chem_comp.pdbx_subcomponent_list                "4ZV A1JAQ" 
_chem_comp.pdbx_processing_site                  PDBE 
_chem_comp.pdbx_pcm                              ? 
# 
loop_
_chem_comp_atom.comp_id 
_chem_comp_atom.atom_id 
_chem_comp_atom.alt_atom_id 
_chem_comp_atom.type_symbol 
_chem_comp_atom.charge 
_chem_comp_atom.pdbx_align 
_chem_comp_atom.pdbx_aromatic_flag 
_chem_comp_atom.pdbx_leaving_atom_flag 
_chem_comp_atom.pdbx_stereo_config 
_chem_comp_atom.pdbx_n_terminal_atom_flag 
_chem_comp_atom.pdbx_backbone_atom_flag 
_chem_comp_atom.pdbx_c_terminal_atom_flag 
_chem_comp_atom.model_Cartn_x 
_chem_comp_atom.model_Cartn_y 
_chem_comp_atom.model_Cartn_z 
_chem_comp_atom.pdbx_model_Cartn_x_ideal 
_chem_comp_atom.pdbx_model_Cartn_y_ideal 
_chem_comp_atom.pdbx_model_Cartn_z_ideal 
_chem_comp_atom.pdbx_component_atom_id 
_chem_comp_atom.pdbx_component_comp_id 
_chem_comp_atom.pdbx_ordinal 
A1IH4 O7  O1  O 0 1 N N N N N N 14.779 -0.970 -24.318 -0.483 -0.909 1.682  O01 4ZV   1  
A1IH4 C7  C1  C 0 1 N N N N N N 14.276 -2.064 -24.293 -0.669 -0.321 0.634  C02 4ZV   2  
A1IH4 C8  C2  C 0 1 Y N N N N N 14.946 -3.218 -24.842 -2.045 -0.089 0.152  C04 4ZV   3  
A1IH4 C13 C3  C 0 1 Y N N N N N 14.808 -4.493 -24.248 -2.259 0.589  -1.056 C05 4ZV   4  
A1IH4 C12 C4  C 0 1 Y N N N N N 15.428 -5.608 -24.781 -3.524 0.812  -1.514 C06 4ZV   5  
A1IH4 C11 C5  C 0 1 Y N N N N N 16.148 -5.444 -25.941 -4.623 0.366  -0.783 C07 4ZV   6  
A1IH4 N2  N1  N 0 1 Y N N N N N 16.850 -6.351 -26.693 -5.980 0.441  -0.985 N08 4ZV   7  
A1IH4 C14 C6  C 0 1 Y N N N N N 17.382 -5.716 -27.815 -6.641 -0.165 0.050  C09 4ZV   8  
A1IH4 C15 C7  C 0 1 Y N N N N N 17.195 -4.415 -27.804 -5.757 -0.643 0.940  C10 4ZV   9  
A1IH4 C10 C8  C 0 1 Y N N N N N 16.257 -4.187 -26.553 -4.421 -0.317 0.433  C11 4ZV   10 
A1IH4 C9  C9  C 0 1 Y N N N N N 15.683 -3.098 -26.006 -3.129 -0.548 0.895  C12 4ZV   11 
A1IH4 N1  N2  N 0 1 N N N N N N 13.030 -2.282 -23.660 0.381  0.124  -0.085 N1  A1JAQ 12 
A1IH4 C1  C10 C 0 1 N N S N N N 12.379 -1.189 -23.057 1.746  -0.101 0.397  C1  A1JAQ 13 
A1IH4 O5  O2  O 0 1 N N N N N N 11.726 -0.429 -24.075 2.316  -1.217 -0.291 O5  A1JAQ 14 
A1IH4 C5  C11 C 0 1 N N S N N N 11.209 0.822  -23.568 3.645  -1.541 0.123  C5  A1JAQ 15 
A1IH4 C6  C12 C 0 1 N N N N N N 10.687 1.535  -24.716 4.139  -2.762 -0.655 C6  A1JAQ 16 
A1IH4 C4  C13 C 0 1 N N S N N N 10.171 0.482  -22.474 4.568  -0.352 -0.153 C4  A1JAQ 17 
A1IH4 O4  O3  O 0 1 N N N N N N 8.998  -0.102 -23.060 4.605  -0.092 -1.558 O4  A1JAQ 18 
A1IH4 C3  C14 C 0 1 N N R N N N 10.746 -0.460 -21.453 4.033  0.881  0.582  C3  A1JAQ 19 
A1IH4 O3  O4  O 0 1 N N N N N N 9.658  -0.822 -20.515 4.847  2.014  0.271  O3  A1JAQ 20 
A1IH4 C2  C15 C 0 1 N N S N N N 11.312 -1.679 -22.076 2.593  1.146  0.131  C2  A1JAQ 21 
A1IH4 O2  O5  O 0 1 N N N N N N 11.826 -2.562 -21.072 2.059  2.250  0.864  O2  A1JAQ 22 
A1IH4 H12 H1  H 0 1 N N N N N N 14.205 -4.599 -23.358 -1.413 0.939  -1.629 H2  4ZV   23 
A1IH4 H8  H2  H 0 1 N N N N N N 15.350 -6.573 -24.303 -3.674 1.336  -2.446 H3  4ZV   24 
A1IH4 H9  H3  H 0 1 N N N N N N 16.963 -7.319 -26.471 -6.407 0.861  -1.747 H4  4ZV   25 
A1IH4 H10 H4  H 0 1 N N N N N N 17.894 -6.238 -28.610 -7.714 -0.245 0.138  H5  4ZV   26 
A1IH4 H11 H5  H 0 1 N N N N N N 17.589 -3.677 -28.487 -5.987 -1.168 1.855  H6  4ZV   27 
A1IH4 H6  H6  H 0 1 N N N N N N 15.798 -2.132 -26.476 -2.968 -1.076 1.824  H7  4ZV   28 
A1IH4 H62 H12 H 0 1 N N N N N N 9.892  0.939  -25.187 3.480  -3.609 -0.459 H12 A1JAQ 29 
A1IH4 HN1 H7  H 0 1 N N N N N N 12.620 -3.194 -23.641 0.233  0.593  -0.920 HO1 A1JAQ 30 
A1IH4 H1  H8  H 0 1 N N N N N N 13.100 -0.560 -22.514 1.725  -0.306 1.467  H1  A1JAQ 31 
A1IH4 H5  H9  H 0 1 N N N N N N 12.022 1.402  -23.108 3.649  -1.765 1.190  H5  A1JAQ 32 
A1IH4 H61 H10 H 0 1 N N N N N N 10.276 2.503  -24.392 4.135  -2.539 -1.722 H61 A1JAQ 33 
A1IH4 H7  H11 H 0 1 N N N N N N 11.497 1.705  -25.441 5.152  -3.009 -0.339 H62 A1JAQ 34 
A1IH4 H4  H13 H 0 1 N N N N N N 9.896  1.418  -21.967 5.573  -0.580 0.203  H4  A1JAQ 35 
A1IH4 HO4 H14 H 0 1 N Y N N N N 8.370  -0.305 -22.377 4.930  -0.834 -2.086 HO4 A1JAQ 36 
A1IH4 H3  H15 H 0 1 N N N N N N 11.540 0.061  -20.898 4.053  0.702  1.657  H3  A1JAQ 37 
A1IH4 HO3 H16 H 0 1 N Y N N N N 9.993  -1.419 -19.856 4.565  2.831  0.703  HO3 A1JAQ 38 
A1IH4 H2  H17 H 0 1 N N N N N N 10.523 -2.188 -22.648 2.582  1.374  -0.934 H2  A1JAQ 39 
A1IH4 HO2 H18 H 0 1 N Y N N N N 11.121 -2.831 -20.495 1.147  2.471  0.632  HO2 A1JAQ 40 
# 
loop_
_chem_comp_bond.comp_id 
_chem_comp_bond.atom_id_1 
_chem_comp_bond.atom_id_2 
_chem_comp_bond.value_order 
_chem_comp_bond.pdbx_aromatic_flag 
_chem_comp_bond.pdbx_stereo_config 
_chem_comp_bond.pdbx_ordinal 
A1IH4 C14 C15 DOUB Y N 1  
A1IH4 C14 N2  SING Y N 2  
A1IH4 C15 C10 SING Y N 3  
A1IH4 N2  C11 SING Y N 4  
A1IH4 C10 C9  DOUB Y N 5  
A1IH4 C10 C11 SING Y N 6  
A1IH4 C9  C8  SING Y N 7  
A1IH4 C11 C12 DOUB Y N 8  
A1IH4 C8  C7  SING N N 9  
A1IH4 C8  C13 DOUB Y N 10 
A1IH4 C12 C13 SING Y N 11 
A1IH4 C6  C5  SING N N 12 
A1IH4 O7  C7  DOUB N N 13 
A1IH4 C7  N1  SING N N 14 
A1IH4 O5  C5  SING N N 15 
A1IH4 O5  C1  SING N N 16 
A1IH4 N1  C1  SING N N 17 
A1IH4 C5  C4  SING N N 18 
A1IH4 O4  C4  SING N N 19 
A1IH4 C1  C2  SING N N 20 
A1IH4 C4  C3  SING N N 21 
A1IH4 C2  C3  SING N N 22 
A1IH4 C2  O2  SING N N 23 
A1IH4 C3  O3  SING N N 24 
A1IH4 C13 H12 SING N N 25 
A1IH4 C12 H8  SING N N 26 
A1IH4 N2  H9  SING N N 27 
A1IH4 C14 H10 SING N N 28 
A1IH4 C15 H11 SING N N 29 
A1IH4 C9  H6  SING N N 30 
A1IH4 N1  HN1 SING N N 31 
A1IH4 C1  H1  SING N N 32 
A1IH4 C5  H5  SING N N 33 
A1IH4 C6  H61 SING N N 34 
A1IH4 C6  H7  SING N N 35 
A1IH4 C6  H62 SING N N 36 
A1IH4 C4  H4  SING N N 37 
A1IH4 O4  HO4 SING N N 38 
A1IH4 C3  H3  SING N N 39 
A1IH4 O3  HO3 SING N N 40 
A1IH4 C2  H2  SING N N 41 
A1IH4 O2  HO2 SING N N 42 
# 
loop_
_pdbx_chem_comp_descriptor.comp_id 
_pdbx_chem_comp_descriptor.type 
_pdbx_chem_comp_descriptor.program 
_pdbx_chem_comp_descriptor.program_version 
_pdbx_chem_comp_descriptor.descriptor 
A1IH4 InChI            InChI                1.06  "InChI=1S/C15H18N2O5/c1-7-11(18)12(19)13(20)15(22-7)17-14(21)9-2-3-10-8(6-9)4-5-16-10/h2-7,11-13,15-16,18-20H,1H3,(H,17,21)/t7-,11+,12+,13-,15-/m0/s1" 
A1IH4 InChIKey         InChI                1.06  IZLXHXGEKDQVRW-VUOWJXOESA-N                                                                                                                            
A1IH4 SMILES_CANONICAL CACTVS               3.385 "C[C@@H]1O[C@H](NC(=O)c2ccc3[nH]ccc3c2)[C@@H](O)[C@H](O)[C@@H]1O"                                                                                      
A1IH4 SMILES           CACTVS               3.385 "C[CH]1O[CH](NC(=O)c2ccc3[nH]ccc3c2)[CH](O)[CH](O)[CH]1O"                                                                                              
A1IH4 SMILES_CANONICAL "OpenEye OEToolkits" 2.0.7 "C[C@H]1[C@H]([C@H]([C@@H]([C@H](O1)NC(=O)c2ccc3c(c2)cc[nH]3)O)O)O"                                                                                    
A1IH4 SMILES           "OpenEye OEToolkits" 2.0.7 "CC1C(C(C(C(O1)NC(=O)c2ccc3c(c2)cc[nH]3)O)O)O"                                                                                                         
# 
_pdbx_chem_comp_identifier.comp_id           A1IH4 
_pdbx_chem_comp_identifier.type              "SYSTEMATIC NAME" 
_pdbx_chem_comp_identifier.program           "OpenEye OEToolkits" 
_pdbx_chem_comp_identifier.program_version   2.0.7 
_pdbx_chem_comp_identifier.identifier        "~{N}-[(2~{S},3~{S},4~{R},5~{S},6~{S})-6-methyl-3,4,5-tris(oxidanyl)oxan-2-yl]-1~{H}-indole-5-carboxamide" 
# 
loop_
_pdbx_chem_comp_audit.comp_id 
_pdbx_chem_comp_audit.action_type 
_pdbx_chem_comp_audit.date 
_pdbx_chem_comp_audit.processing_site 
A1IH4 "Create component"         2024-07-12 PDBE 
A1IH4 "Modify subcomponent list" 2025-04-09 PDBE 
A1IH4 "Modify component atom id" 2025-04-09 PDBE 
A1IH4 "Initial release"          2025-04-16 RCSB 
# 
_pdbx_chem_comp_synonyms.ordinal      1 
_pdbx_chem_comp_synonyms.comp_id      A1IH4 
_pdbx_chem_comp_synonyms.name         "N-[(2S,3S,4R,5S,6S)-6-methyl-3,4,5-tris(oxidanyl)oxan-2-yl]-1H-indole-5-carboxamide" 
_pdbx_chem_comp_synonyms.provenance   PDB 
_pdbx_chem_comp_synonyms.type         ? 
# 
